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Mail Drop not working: mail is stuck in outbox

I try to send a large file (15MB) with Apple Mail (MacOS 12.6.1 Monterey), but it gets stuck in the outbox folder.

I checked my mailaccounts (preferences- accounts) and Mail Drop is activated.

Any suggestions?

iMac 27″, macOS 12.6

Posted on Dec 23, 2022 2:38 AM

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Question marked as Top-ranking reply

Posted on Dec 23, 2022 3:19 AM

Follow on


Q - " Apple Mail (MacOS 12.6.1 ) Monterey "


A - Current version of Monterey is now version 12.6.2


Links below are worth the users time to explore


Keep your Mac up to date


About the security content of macOS Monterey 12.6.2




4 replies

Dec 23, 2022 3:15 AM in response to Mark123

Suggestion to " Take All Accounts OffLine " as per image below.


This should all the User to Delete the file attachment


Then, Compress ( zip ) the file as per second image


Bring accounts back Online and attach the Compressed File and try sending again.


Certain ISPs have Limits on File attachment sizes and by compressing the file may allow for a successful transmission




Mail Drop not working: mail is stuck in outbox

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